Movies like Winter Castle (2019)
The best movies like Winter Castle (2019) are A Merry Christmas Wish (2022), October Kiss (2015) and The 27-Hour Day (2021). If Winter Castle hooked you with its tv movie and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedIn My Dreams (2015)6.4/10 from 237 votes
- Newest'Twas the Text Before Christmas (2023)Released 2023
A Merry Christmas Wish (2022)
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisOctober Kiss (2015)
Poppy Summerall is hired near Halloween as a temporary nanny by Ryan Lawson, a widowed, work-obsessed executive. Through a series of adventures, the eternally optimistic Poppy sets out to teach Ryan and his two young children what is important in life - unconditional love, family and the joy of everyday occurrences. Poppy and Ryan soon find they are drawn to each other. Could it become more than temporary?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe 27-Hour Day (2021)
An entrepreneur takes a necessary break from developing her wellness brand empire and discovers that the work-life balance she needs won’t be easy. Will a new romance and relaxing retreat change her life forever?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like this'Twas the Text Before Christmas (2023)
Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisCatering Christmas (2022)
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRomance in Style (2022)
Ella's unique designs inspire publishing mogul Derek to include plussized fashion in his magazine. It's not long before Derek realizes that Ella's influence reaches far beyond the catwalk.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Mistletoe Promise (2016)
A chance meeting between two strangers who share a disdain for Christmas results in The Mistletoe Promise, a pact to help them navigate their holiday complications - together. But as they spend more time with each other and experience the magic of Christmas the phony couple discovers there may be more to their contract than business.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSister of the Bride (2019)
After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the couple has moved too fast.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA Prince in Paradise (2023)
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisNever Kiss a Man in a Christmas Sweater (2020)
Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChristmas at the Drive-In (2022)
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisAll of My Heart: Inn Love (2017)
Brian and Jenny are preparing for the grand opening of their bed and breakfast, Emily's Country Inn, when a big storm hits Buck County. Brian agrees to go back to Wall Street to boost their funds, while Jenny scrambles to keep the opening on track.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisIt Was Always You (2021)
Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisCheck Inn to Christmas (2019)
Julia Crawley and Ryan Mason must unite their families during Crestridge's Centennial Christmas celebration in order to save their family inns from a chain resort.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Glenbrooke Christmas (2020)
As Christmas nears, heiress Jessica Morgan seizes what seems like her last chance to experience a relaxed Christmas and heads off to the small town of Glenbrooke, where she meets a handsome fireman.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMarry Me at Christmas (2017)
Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisGrounded for Christmas (2019)
When a winter storm hits Cleveland and grounds flights, the nearby hotels quickly fill up with stranded travelers. Nina, a pilot, reluctantly agrees to let her arrogant but charming fellow pilot, Brady, stay at her nearby parents' home. But when they discover her family is hosting a tree trimming party that night and that her ex will be there, Brady pretends to be her boyfriend to help her out.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove in Winterland (2020)
Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAll of My Heart: The Wedding (2018)
Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to save their beloved Inn or risk having to sell.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisChristmas Next Door (2017)
Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Little Daytime Drama (2021)
In order to save her daytime soap drama from cancellation, head writer Maggie must convince Darin, fan favorite actor and her real-life ex-boyfriend, to return to the show.
Why it matches: Similar story and style · both comedy & romance
Love Knots (2021)
Jodie Carpenter is the owner of 'The Loft', her family's sail-making company located near quaint Redmond's Bay Marina. When luxury developer Charles Prescott purchases the port looking to carry out a lavish expansion, Jodie fears that her business and heritage will be torn down and replaced.
Why it matches: Similar story and style · both comedy & romance
Love's Secret Ingredient (2023)
Leah and Jonas come from two different worlds: Leah owns a small organic market and Jonas is a huge celebrity chef and reality star. When they both come to a crossroads in their careers, they find a unique opportunity to help each other professionally. What they don't see coming is the way they affect each other personally. Can they both get past their pride and workaholic tendencies to find work-life balance together?
Why it matches: Similar story and style · both comedy & romance
Winter in Vail (2020)
Chelsea inherits a house in Vail. She meets Owen and gets a much needed break. Together, they put on Strudelfest to highlight the charm of Old Vail.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisTaking the Reins (2021)
A writer goes back to the family ranch to write an article about her passion for horses and discovers what ended her marriage and why she stopped riding horses.
Why it matches: Similar story and style · both comedy & romance
Mom's Day Away (2014)
A frustrated stay-at-home mom takes a weekend away when her family ignores her over Mother's Day.
Why it matches: Similar story and style · both comedy
In My Dreams (2015)
Natalie and Nick are frustrated with their luck in romance. After tossing coins into a fountain, the two then begin dreaming about each other. But, according to fountain mythology, they only have a week to turn those dreams into reality.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisHolly and the Hot Chocolate (2022)
A big city food critic finds herself stuck in a small town for Christmas where she discovers a life-changing hot chocolate recipe.
Why it matches: Similar story and style · both romance & comedy
August Creek (2017)
A young widow returns home for the first time in three years to help prepare her sister’s wedding. She is forced to confront her past, including the man she never expected to fall for.
Why it matches: Similar story and style · both romance
Midnight Masquerade (2014)
Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like Winter Castle?
The closest matches to Winter Castle are A Merry Christmas Wish (2022), October Kiss (2015) and The 27-Hour Day (2021). Below are 27 more, each with the reason it matches.
What should I watch after Winter Castle?
Start with A Merry Christmas Wish (2022), the closest match to Winter Castle.
What is the highest-rated movie like Winter Castle?
In My Dreams (2015), rated 6.4/10 by 237 TMDB users.
What is the newest movie like Winter Castle?
'Twas the Text Before Christmas (2023) is the most recent release on this list.
Are there English movies like Winter Castle?
Yes: A Merry Christmas Wish (2022), October Kiss (2015) and The 27-Hour Day (2021).
How are movies similar to Winter Castle chosen?
First come films that Trakt’s viewers watch alongside Winter Castle, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.